Luxury 9-Day England Road Trip from Southampton traveling east to Birmingham, Chelmsford, London, and Canterbury

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Escape for the holiday of a lifetime with this 9-day luxury road trip in England!

England offers the ultimate luxury holiday experience for anyone up for an unforgettable adventure, including couples, families, solo travelers, and friends.

Your exclusive luxury holiday package will bring you to the country's most popular attractions and restaurants in the best destinations in England. With this perfectly planned vacation itinerary, you will stay 2 nights in Southampton, 2 nights in Birmingham, 1 night in Chelmsford, 2 nights in London, and 1 night in Canterbury, experiencing the ultimate luxury vacation in England.

Finding the perfect luxury lodging is going to make your vacation in England feel truly special. The home for your 9-day luxury holiday will be only the most exclusive 5-star hotels in England. You will choose from the best selection of luxury hotels and places to stay, all conveniently located along your carefully planned self-drive route.

Upon arriving in England, you will collect the luxury rental vehicle of your choice. We will provide you with the best car rental for the entirety of your 9-day luxury self-drive holiday, including CDW insurance. From there, you will drive off at a relaxed pace to discover some of the best travel destinations in England.

Throughout your exclusive vacation in England, you will get to experience some of the best attractions and activities offered in the country. Each moment promises to be filled with unforgettable memories and unique experiences.

Between attractions and activities, you will have plenty of time to stroll along the best shopping streets and markets in England. Here you can find unique souvenirs to preserve the memory of your luxury holiday in England.

This exclusive travel plan is designed to include everything you need to have the best vacation in England. By booking this luxury holiday package, you can avoid spending hours researching and planning your 9-day road trip in England. Let the experts figure out the details, so you can focus on enjoying.

To deliver the best experience possible, we make it easy for you to customize each day of your luxury holiday in England before and after booking. Our flexible trip planning means you will be able to explore Southampton, Birmingham, Alton, Lichfield, Warwick, Stratford-on-Avon, Leavesden, Chelmsford, London, Camden Town, Westminster, Kensington, Canterbury, Eton, Cheapside, and Winchester at your own pace.

Book with us to get access to 24/7 personal travel support throughout your entire journey. Enjoy a step-by-step guide in our easy-to-use mobile app, including all travel documents for your exclusive getaway to England.

The best flights, activities, tours, and hotels in England fill up quickly, so book your luxury vacation package in advance. Select a date and start planning your luxury holiday in England today!

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Day 1

Day 1 – Southampton - arrival day

  • Southampton - Arrival day
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  • Houndwell Park
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Your luxury holiday in England begins as soon as you reach the city of Southampton, where you'll be staying for 1 night. There, you’ll pick up the luxury rental vehicle of your choice and hit the roads!

Make Houndwell Park your first stop of the day. Previous visitors have rated this park an average of 4.3 out of 5 stars in 1,062 reviews.

Tonight, you will be treated to a stay at one of the best luxury hotels in Southampton. We have picked out three of the most exclusive luxury lodging and hotel options for you to choose from.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Southampton for you, so you can check out the menus and make your reservation in advance.

Continue your lively evening at The Hobbit Pub, a perfect place for winding down or revving up the night, depending on which mood you’re in. Firehouse is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, The Guide Dog ensures a night out tailored to your taste.

Raise a toast to the start of your 9-day luxury vacation in England and look forward to more fantastic days to come!

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Day 2

Day 2 – Southampton and Birmingham

  • Birmingham
  • Southampton
  • More

Drive 237 km, 3 hours 25 min

  • East Park
  • SeaCity Museum
  • Mayflower Park
  • Southampton Common
  • More

Wake up to day 2 of your luxury holiday in England! Remember to have a hearty breakfast because today will be filled with memorable adventures in Southampton. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Take the opportunity to see East Park. This attraction has an average rating of 4.4 out of 5 stars from 804 visitors.

SeaCity Museum is another sightseeing hotspot in the area. This maritime museum has been rated an average of 4.4 out of 5 stars by 2,539 travelers.

Southampton is also the home of Houdini's Escape Room Experience - Escape Room Southampton. Around 717 people have rated this point of interest an average of 4.9 out of 5 stars.

Another place you’ll want to visit is Mayflower Park. With an average rating of 4.3 out of 5 stars from a total of 1,453 reviews, a visit to this park is a great idea.

This day of your vacation in Southampton is also your chance to admire Southampton Common. This must-visit common land enjoys an average rating of 4.5 out of 5 stars from 5,033 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Birmingham.

After a full day of exploring, treat yourself to a delightful dinner or a refreshing drink at the best spots in Birmingham. Choose from a selection of excellent restaurants and bars and find the perfect place for your evening.

Treat yourself to an extraordinary dining experience at Opheem, a 2-star Michelin restaurant offering an incredible indian menu. Alternatively, if your taste buds call for something different, Adam's is one of the best restaurants for modern cuisine in Birmingham. This 1-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Purnell's. As a top-rated it is an ideal choice for modern cuisine in the city.

Let the evening flow smoothly from dinner to drinks at Equator Bar Birmingham, a top-rated bar in the area. For other recommendations, Bacchus Bar provides a perfect setting for rounding out your night with style and great drinks. Likewise, Be At One - Brindley Place Birmingham offers a memorable night with diverse drink options and excellent service.

Raise your glass and relax after another big day of your luxury holiday in England!

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Day 3

Day 3 – Birmingham, Alton, and Lichfield

  • Birmingham
  • Alton
  • Lichfield
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Drive 164 km, 2 hours 58 min

  • Alton Towers
  • Beacon Park
  • More

On day 3 of your stress-free luxury holiday in England, you will explore the surroundings of Birmingham. You have 1 night left in Birmingham, giving you enough time to explore the region.

When you’re ready to jump back into the car and say goodbye to Birmingham, you’ll hit the road in the direction of Alton. This drive usually takes around 1 hour 25 min. When you arrive, enjoy some sightseeing.

Make Alton Towers Resort one of your first sightseeing stops in Alton. Rated an average of 4.4 out of 5 stars by 49,065 travelers, a visit to this local attraction makes for a great introduction to the area.

Oblivion is a worthwhile attraction you can visit next. This sightseeing destination is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 1,795 reviews.

When you’ve had your share of Alton, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Lichfield. Your travel time is around 48 min.

An excellent attraction to start your day with is Beacon Park. This park is rated an average of 4.6 out of 5 stars in 3,774 reviews.

When you’ve completed everything you want to see and do, you will drive back to your luxury accommodation in Birmingham.

After a day filled with travel and exploration, we recommend you treat yourself to a meal or a drink at the finest restaurants and bars in Birmingham. Savor the local cuisine and relax as you recount the day's experiences.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in England has plenty more in store for you.

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Day 4

Day 4 – Birmingham, Warwick, Stratford-on-Avon, Leavesden, and Chelmsford

  • Chelmsford
  • Warwick
  • Stratford-upon-Avon
  • Leavesden
  • More

Drive 310 km, 4 hours

  • Warwick Castle
  • Stratford Butterfly Farm
  • Shakespeare's Birthplace
  • Warner Bros. Studio Tour London
  • More

On day 4 of your luxury holiday in England, your road trip route will take you exploring the best of Warwick, Stratford-on-Avon, and Leavesden. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in England.

When you’ve had your share of Birmingham, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Warwick. Your travel time is around 45 min.

Begin your sightseeing with a visit to Warwick Castle. This castle is rated an average of 4.6 out of 5 stars in 21,167 reviews.

Fasten your seatbelt and make your way to your next stop. Stratford-on-Avon, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Warwick to Stratford-on-Avon may take around 19 min without traffic disruptions. Upon arrival in Stratford-on-Avon, we highly recommend checking out some of the top attractions.

Kick off the day at Stratford Butterfly Farm, a top pick for today’s sightseeing. This butterfly house is rated an average of 4.7 out of 5 stars in 8,018 reviews.

Today is also your chance to visit Shakespeare's Birthplace. Shakespeare's Birthplace is a birth house with an average rating of 4.5 out of 5 stars from 16,156 reviews.

Leavesden’s wonders await as you prepare for another journey on the road, leaving the breathtaking surroundings of Stratford-on-Avon behind. This drive usually takes around 1 hour 37 min. Leavesden welcomes you with a multitude of unique vacation experiences.

Make Warner Bros. Studio Tour London – The Making of Harry Potter your first stop of the day. Previous visitors have rated this exhibition room an average of 4.8 out of 5 stars in 82,133 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Chelmsford.

After a long day of exploring, it’s a great idea to relax with a lovely dinner or a refreshing drink. We’ve gathered the most recommended dining and drinking spots in Chelmsford for you, so you can check out the menus and make your reservation in advance.

Reminisce about your day, look through photos, and prepare for another great day to come! Your luxury holiday in England has plenty more in store for you.

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Day 5

Day 5 – Chelmsford, London, and Camden Town

  • London
  • Camden Town
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Drive 75 km, 2 hours 8 min

  • Tower of London
  • Tower Bridge
  • The British Museum
  • Madame Tussauds London
  • Big Ben
  • More

Wake up to day 5 of your luxury road trip holiday in England! Today, you will get the opportunity to visit multiple fantastic bucket-list destinations in the country as you head towards the city of London, where you'll be staying for 2 nights. The day's itinerary unfolds with a diverse array of experiences in London and Camden Town.

Fasten your seatbelt and make your way to your next stop. London, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Camden Town to London may take around 9 min without traffic disruptions. Upon arrival in London, we highly recommend checking out some of the top attractions.

Make Tower of London one of your first sightseeing stops in London. Rated an average of 4.6 out of 5 stars by 101,481 travelers, a visit to this local attraction makes for a great introduction to the area. This castle attracts 2,741,126 visitors every year.

After soaking in Camden Town’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: London. Expect your car journey to take a minimum of 9 min. When you arrive in London, it's time to take a break from the road.

Be one of the day’s first visitors at Tower Bridge. This bascule bridge is rated an average of 4.8 out of 5 stars by 151,949 visitors.

Continue your road trip and head to your next destination, London. This car ride takes around 9 min.

Be one of the day’s first visitors at British Museum. This national museum is rated an average of 4.7 out of 5 stars by 148,750 visitors. Attracting more than 5,906,716 yearly visitors, it’s a top sight you don’t want to miss.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in London.

After a long day of discovering the unique quirks of England, it’s an excellent idea to sit down for a lovely meal or enjoy a refreshing drink. We’ve gathered the most recommended dining and drinking spots in London so you can check out the menus and make advance reservations.

After enjoying a fulfilling meal, continue your evening at Bar Américain, ideal for those looking to unwind with a drink in a comfortable setting. Alternatively, The Connaught Bar offers a welcoming atmosphere for easing into the nightlife. Similarly, Bar Polski provides an excellent environment for a relaxed and enjoyable evening.

Raise a toast to another amazing day of your luxury holiday in London, England and seize the opportunity to celebrate.

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Day 6

Day 6 – London, Westminster, and Kensington

  • London
  • Westminster
  • Kensington
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Drive 11 km, 1 hour 1 min

  • Hyde Park
  • Science Museum
  • Victoria and Albert Museum
  • Buckingham Palace
  • St James's Park
  • More

On day 6 of your luxury road trip in England, you’ll start and end your day in the city of London, but jump in the car to visit amazing attractions in the nearby area. After a day of sightseeing, you'll drive back to London, where you still have 1 night left.

When you’ve had your share of Westminster, prepare for your next destination. Admire the views and listen to some good music as you drive in the direction of Kensington. Your travel time is around 7 min.

Take the opportunity to see Hyde Park. This attraction has an average rating of 4.7 out of 5 stars from 126,766 visitors.

Buckingham Palace is another sightseeing hotspot in the area. This royal palace has been rated an average of 4.5 out of 5 stars by 164,776 travelers.

Westminster is also the home of St James's Park. Around 55,261 people have rated this park an average of 4.7 out of 5 stars.

Embrace the thrill of the open road as you wave goodbye to Westminster and set your GPS to Kensington. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 7 min. Upon reaching Kensington, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

Journey into the unknown at Science Museum, a unique attraction awaiting your visit. This remarkable science museum has an average rating of 4.5 out of 5 stars from 65,368 reviews. Every year, Science Museum welcomes more than 2,989,000 curious visitors.

When you’re ready to continue your sightseeing, Victoria and Albert Museum is a recommended place to visit. This museum is rated an average of 4.7 out of 5 stars in 55,517 reviews. Based on recent data, the attraction hosts 3,932,738 visitors per year.

When you’re done exploring the best attractions, you’ll drive back to your luxury accommodation near the city of London.

After exploring the unique sights of England, savor a delicious meal or get refreshed with a drink. We’ve gathered the most recommended restaurants and bars in the city of London for you so you can browse their menus in advance and make a reservation.

Continue your lively evening at Artesian, a perfect place for winding down or revving up the night, depending on which mood you’re in. American Bar is another excellent bar that offers a great selection of drinks to suit any mood. If you prefer to go somewhere else, Old Shades ensures a night out tailored to your taste.

Raise your glass and relax after another big day of your luxury holiday in England!

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Day 7

Day 7 – London and Canterbury

  • Canterbury
  • London
  • More

Drive 103 km, 2 hours 22 min

  • Trafalgar Square
  • The National Gallery
  • lastminute.com London Eye
  • London Bridge
  • Borough Market
  • More

Wake up to day 7 of your luxury holiday in England! Remember to have a hearty breakfast because today will be filled with memorable adventures in London. With a flexible itinerary, you're free to adapt and explore additional attractions or enjoy spontaneous discoveries.

Start your sightseeing with a visit to Trafalgar Square. This square is rated an average of 4.6 out of 5 stars from 121,847 visitors.

National Gallery is another popular attraction you could visit today. This art museum has a rating of 4.7 out of 5 stars from 48,134 visitors. National Gallery attracts up to 6,011,007 visitors every year.

Continue your road trip and head to your next destination, London.

Your sightseeing of the day begins at London Eye, a remarkable ferris wheel where it’s easy to get lost in exploration. This top attraction is rated an average of 4.5 out of 5 stars in 171,401 reviews.

Fasten your seatbelt and make your way to your next stop. London, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Upon arrival in London, we highly recommend checking out some of the top attractions.

Make London Bridge one of your first sightseeing stops in London. Rated an average of 4.6 out of 5 stars by 49,698 travelers, a visit to this local attraction makes for a great introduction to the area.

Borough Market is a worthwhile attraction you can visit next. This building is a valued place of interest in the area, with an average rating of 4.6 out of 5 stars from 95,151 reviews.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Canterbury.

In Canterbury, delicious dining experiences are never far from reach. Take your pick and consider whether you need to book a table in advance.

Enjoy an outstanding dining experience at The Sportsman, a 1-star Michelin restaurant offering an exceptional modern british menu.

Cap off your dinner by heading to The Bell & Crown, ideal for a leisurely evening with a drink in hand. Pegasus Tap Room is another bar that offers an enjoyable setting. Similarly, Houdini’s Magic bar is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate another great day of your luxury holiday in England with a toast! Enjoy a great night’s sleep at your lovely hotel and get ready for another fun day to come.

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Day 8

Day 8 – Canterbury, Eton, Cheapside, Winchester, and Southampton

  • Southampton
  • Eton
  • Cheapside
  • Winchester
  • More

Drive 248 km, 3 hours 38 min

  • Windsor Castle
  • Windsor Great Park
  • Winchester Cathedral
  • More

On day 8 of your luxury holiday in England, your road trip route will take you exploring the best of Eton, Cheapside, and Winchester. With a day brimming with amazing attractions ahead, fuel up with a hearty breakfast to savor every moment of your luxury vacation in England.

When you’re ready to jump back into the car and say goodbye to Canterbury, you’ll hit the road in the direction of Eton. This drive usually takes around 1 hour 46 min. When you arrive, enjoy some sightseeing.

Be one of the day’s first visitors at Windsor Castle. This historic house museum is rated an average of 4.7 out of 5 stars by 53,263 visitors.

When you’re finished at Windsor Castle, head to St George's Chapel, Windsor. This one-of-a-kind castle chapel is rated an average of 4.8 out of 5 stars in 5,434 reviews.

Set your GPS to Cheapside and hit the road. Expect a journey of approximately 17 min without stops. Soak in the beautiful landscapes as you drive and look forward to exploring your next destination. Cheapside beckons with new experiences!

Drop by the renowned Windsor Great Park. This popular park has been rated an average of 4.7 out of 5 stars by 4,319 visitors.

Once you're ready to continue your road trip, it's time to buckle up and drive, eagerly anticipating your arrival in Winchester. This drive usually takes around 1 hour 2 min, without any stops or traffic disruptions.

Start your sightseeing with a visit to Winchester Cathedral. This anglican or episcopal cathedral is a popular stop on travelers’ itineraries in Winchester, with an average rating of 4.6 out of 5 stars by 8,901 visitors.

Relax and unwind in style as you spend the night at one of the top luxury hotels in in Southampton.

Exploring new destinations can leave you craving great food and drinks. Satisfy your cravings and unwind by visiting the finest restaurants and bars in Southampton.

Cap off your culinary experience with a visit to some of the most celebrated bars in the area. For instance, Beards & Boards Craft Beer Bar stands out as an excellent choice for a post-dinner cocktail. Alternatively, London Hotel offers an ideal atmosphere to enjoy the pleasures of the night. Heartbreakers is also a great option that provides a perfect setting for a relaxing evening.

Reminisce about your day, look through photos, and prepare for another great day to come! Your stress-free luxury holiday in England has plenty more in store for you.

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Day 9

Day 9 – Southampton - departure day

  • Southampton - Departure day
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Today is the last day of your 9-day luxury holiday in England and it’s soon time to start your journey home. This is your chance to get one last glimpse of Southampton before saying goodbye.

Make the most of your final day in England by visiting Southampton’s iconic markets and shopping establishments. Your stay’s proximity to the city’s retail haven invites an unhurried and unforgettable exploration of its variety of stores and establishments. Secure the perfect souvenirs for your family and friends back home or buy yourself a remembrance of your amazing experience in England. Take home a piece of England with these souvenirs, keeping your adventures close.

Make the most of what's left of your luxury vacation and head out to the stunning Red Funnel Ferries. This extraordinary sightseeing destination and attraction is rated an average of 4.4 out of 5 stars in 8,788 reviews, and is an excellent choice for your last sightseeing in Southampton.

Treat yourself to a final feast. Savor the unique flavors of Southampton one last time before you head to the airport.

You will then say farewell to Southampton and begin your journey home. We wish you safe travels and a warm welcome home, with unforgettable memories and incredible photos from your luxury holiday in England in your luggage!

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